Planning a Tax-Free Retirement

By
Windus Fernandez Brinkkord, AIF®, CEPA
May 24, 2018
Share on:

When planning for retirement, you need to look at multiple sources of income and be sure that some of the income sources are tax-free. The more, the better. So, how do you plan for a retirement income stream that minimizes overall taxation?

Four Instruments that Provide tax-free Retirement Income

Here are four great ways to provide yourself with tax-free.

  1. Roth IRA is a great retirement investment that can result in a steady stream of tax-free retirement income as long as they are considered qualified. However, you must qualify for an IRA and the requirements are adjusted year by year as is the amount eligible for savings. Withdrawals prior to age 59 ½ or prior to the account being opened for 5 years, whichever is later, may result in a 10% IRS penalty tax. Future tax laws can change at any time and may impact the benefits of Roth IRAs. Their tax treatment may change.

If you do qualify, money put into a Roth IRA is taxed when you receive it, so it is not taxed again when it is withdrawn. In 2018, the eligibility requirements are:

  1. Single or head of household, earning less than $120,000 to fully contribute to a Roth IRA.
  2. Married filing jointly or a qualified widow(er) earning less than $189,000 to fully contribute to a Roth IRA.
  3. Married filing separately earning less than $10,000 to fully contribute to a Roth IRA. (Note that those married but filing separately can use the limits for single people as long as they have not lived with their spouse in the past year)
  4. Municipal Bonds and Funds provide income distributions not taxable by the federal government though they are may be subject to state income tax. Because they are not subject to federal income tax, interest paid on these bonds is typically less than taxable bonds.

There is no income limit to investing in tax-free municipal bonds and funds.

  1. Health Savings Accounts (HSAs) are available if your employer offers health insurance using an HSA. Combined contributions by the employer and employee to this account as of 2018 can be as high as $6,900.00 for qualifying plans.

Following the rules about which expenses are reimbursable, no taxes are paid on withdrawals.

In addition, the HSA funds and earnings can be held until retirement then uses to provide tax-free income by reimbursing the holder for past and current allowable expenses which include Medicare premiums.

  1. Roth 401(k) or 403(b) allow Roth contributions inside these accounts making those contributions and their subsequent retirement earnings, tax-free. These accounts are not subject to income eligibility limits but they are subject to taxes in the year that contributions are made.

Making the Most of Your Home

Another way to make a smart investment for your retirement is to pay off any mortgage that you have on your home before you retire which allows you to live in your home for the cost of property taxes and home insurance alone.

For many retirees, this is a huge reduction in their monthly expenses allowing the money be used elsewhere.

You may also like:

By
Jeff Motske, CFP®
October 15, 2018

Often, my clients ask me, “How will I know if I’m ready to retire?” It sounds like a simple question, but the answer is anything but. There are so many factors to consider, questions to answer, scenarios to prepare for, that it can all seem very overwhelming. To make things manageable, though, let’s start off with a dream.

We know that retirement can be expensive. In fact, according to a survey conducted by the Wall Street Journal, participants would need 130% of their salary in retirement to live their ideal retirement life.1 You see, most of us spend money during our free time, and as one of my advisors says, retirement is basically six Saturday’s and a Sunday. If your retirement is filled with lazy days reading in your backyard, your expenses will probably be limited. However, if you plan on traveling, tackling home improvement projects or long-ignored hobbies, all of these come with additional expenses. Additionally, things you may have been able to earn in relation to your job, such as airfare and hotel points for frequent travelers, are no longer as easily accessible once you turn off your wage-earner card.

Therefore, the first step on your checklist is to visualize your retirement. If you’re not sure where to start, simply look at what you do in your current free time and determine if that’s something you would like to do more of when you retire. Not only does this help in your financial planning, but it helps you determine what you want the next chapter of your life to be. It is unfortunately common for retirees to experience depression related to a lack of purpose or identity when they enter retirement with an undeveloped vision of their next chapter. Therefore, the more details you can determine, the better the planning process will go.

For people who are married, things become a bit more multi-faceted to plan. You’re not only figuring out how to occupy your free time, but your spouse is also doing the same, and the two of you need to figure out how you plan to spend your shared time together. Without this planned out, you end up with a lot of togetherness, which can be quite an adjustment to most couples. Not only can differences in your retirement vision impact your relationship, but it can also impact your finances. Take advantage of monthly financial date nights well before retirement begins and solidify your retirement vision.

Perhaps you’ve finalized that retirement vision and discovered you won’t have a lot of expenses. You will most likely have those expenses for a long time though. People live much longer now, on average into their mid-eighties.2 It would be great to assume that those years will be spent in good health, but the likelihood is that your medical expenses will go up. According to the Fidelity Retiree Health Care Cost Estimate, the average couple will need about $280,000 for medical expenses in retirement.3 Even if you stay away from long-term care needs or expensive treatments, annual premiums and out of pocket costs like doctor visits and medications typically cost about $5,000 annually.4 There may be certain elements you may not be able to foresee, but you should still try to plan for as much as possible.

Once you’ve determined what your vision for retirement is, you need to determine how much you’ll need to live that lifestyle. You need to be sure that the income you’ll be receiving will fund that vision. Just to be sure, once that number is determined, try living on that budget for about six months. If you find out that you’re struggling, some adjustments will need to be made, whether that’s working longer or altering the retirement vision. Practicing your retirement lifestyle isn’t merely relegated to your budget. If you typically work 50 to 60 hours a week, start cutting back. Maybe take on fewer projects. Prepare as much as you can for this life adjustment. You’ve worked really hard to get to retirement. Be sure to put in the extra work to make it the retirement of your dreams. Retirement is a massive decision. I urge you not to take it lightly. There is a reason that the five years before and after retirement are considered dangerous. Certain things like pensions, pay-outs and in some cases, social security can’t be undone. The best way to make an informed decision on what’s best for you is to meet with an Advisor who can run the scenarios for you. If you choose to push retirement off, your investments can continue to grow. In the end, you will be putting the proper steps in place to make your retirement dream a reality.

The opinions voiced in this material are for general information only and are not intended to provide specific advice or recommendations for any individual.

  1. https://www.wsj.com/articles/how-much-money-will-you-really-spend-in-retirement-probably-a-lot-more-than-you-think-1536026820
  2. https://www.fidelity.com/viewpoints/personal-finance/plan-for-rising-health-care-costs
By Trilogy Financial
October 13, 2025

Starting December 16, 2025, Meta will begin using what you say or ask in Meta AI chats to personalize what you see on Facebook and Instagram.

  • Example: If you ask Meta AI for hiking tips, you may start seeing more hiking posts or ads.
  • Meta says it will not use AI chats about sensitive topics such as politics, religion, or health.
  • Users will begin receiving notifications about this change in October.

 

What This Means for You

Your social media experience may start to feel more personalized, but it also means Meta will collect and analyze more information about your interests based on your AI conversations.

 

Possible Risks

  • Less Privacy: Your AI chats could influence what ads or posts you see. Even if Meta says it is not reading your full conversations, it is still learning from them.
  • Unintended Targeting: You may start seeing ads or content you did not expect, based on what you mentioned to Meta AI.
  • Misunderstandings: If the AI misinterprets what you say, it could lead to inaccurate suggestions or assumptions about your interests.
  • Data Sharing Concerns: More information about you increases the risk if Meta’s systems are ever compromised or misused.

 

What You Can Do

You do not have to stop using Meta AI, but you can take steps to control how much it learns from you.

  1. Limit what you share with Meta AI.
    Avoid asking personal or sensitive questions.
    Treat AI chats like public posts and do not share anything private.
  2. Review your ad preferences.
    Go to Settings → Ads Preferences on Facebook or Instagram.
    Adjust “Ad Topics” and “Activity Used for Ads” to limit personalization.
  3. Use the “Why am I seeing this” option.
    Tap the three dots on any ad or post to understand why it was shown and make changes.
  4. Turn off AI features where possible.
    You can skip or decline to use Meta AI in searches or chats.
  5. Stay alert for prompts.
    Meta will notify users about this update. Take a moment to read the message before clicking “Agree.”

 

Bottom Line

Meta’s AI is designed to make your social media feed feel more relevant, but it also means the company is using new kinds of data about you. If you use Meta AI, be thoughtful about what you share and take a few minutes to review your privacy settings so you stay in control.

Get Started on Your Financial Life Plan Today